Acetylenic Esters. Preparation and Characterization of Alkynyl Dialkyl Phosphates, RCCOPO(OR')2

Article abstract of DOI:10.1021/ja00188a042

The first synthesis of acetylenic phosphates is reported.Reaction of PhIO with BF3*OEt2 followed by treatment with aqueous NaO2P(OR')2, or anion exchange of alkynyl(phenyl)iodonium tosylates with NaO2P(OR')2, gives good yields of alkynyl dialkyl phosphates.These new phosphate esters are characterized by spectral means and show highly characteristic IR and (13)C NMR absorptions.The scope and limitations of this methodology are discussed along with mechanistic considerations.